HuagongsheHuagongshe Chemistry Print Report · For research reference only
Thionyl Chloride → [Rac]-1-(4-{2-[2-(4-chloro-phenyl)-4,5,6,7-tetrahydro-2h-indazol-3-yl]-2-cyclohexyl-acetylamino}-3-fluoro-phenoxy)-cyclopropanecarboxylic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | [2-(4-Chloro-phenyl)-4,5,6,7-tetrahydro-2H-indazol-3-yl]-cyclohexyl-acetic acid | HCID 67131112 | — |
| Reactant | 1-(4-Amino-3-fluoro-phenoxy)-cyclopropanecarboxylic acid methyl ester | HCID 67131121 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Product | [Rac]-1-(4-{2-[2-(4-chloro-phenyl)-4,5,6,7-tetrahydro-2h-indazol-3-yl]-2-cyclohexyl-acetylamino}-3-fluoro-phenoxy)-cyclopropanecarboxylic acid methyl ester | HCID 45110643 | — |
Reaction Steps
In analogy to the procedure described in example 6, [2-(4-chloro-phenyl)-4,5,6,7-tetrahydro-2H-indazol-3-yl]-cyclohexyl-acetic acid (example 5.1) was converted into the corresponding acid chloride with thionyl chloride which subsequently reacted with 1-(4-amino-3-fluoro-phenoxy)-cyclopropanecarboxylic acid methyl ester in the presence of DMAP to give the title compound as yellow oil. MS: m/e=580.4 [M+H+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08008505B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-8ed74c0e5dcc4667bb25625271858e2e |
| Source note | uspto-grants-2011_08 |